Guesthouse holiday rentals in San Diego Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in San Diego Bay

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in San Diego

4.97 out of 5 average rating, 506 reviews

Central & Serene Secret Garden Guesthouse

My cozy & stylish Garden Guesthouse features colorful decor that gives a fun, relaxed vibe. Relax in style inside or outside in my peaceful garden w a cup of coffee, or glass of wine. I love to say a hi to my guests yet your privacy is #1. Reach me via Airbnb app if I can help! Kensington is a central, 1920’s historic neighborhood w shops & great local eateries. Close to downtown, Gaslamp, Zoo, airport, beaches, Balboa Park. Bus stop, & trolley nearby. Reserved off street parking space too!

16–23 Oct

$293 NZD per night

Guest favourite

Guesthouse in San Diego

5.0 out of 5 average rating, 106 reviews

Santorini-Inspired Cottage #1 w/ Hot Tub + Views

Travel 16 steps up a Greek-inspired curving stairway with two-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the front private balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. Design & details inspired by European travel, it'll be hard to believe you’re still in San Diego.

23–30 Dec

$628 NZD per night

Guest favourite

Guesthouse in San Diego

4.95 out of 5 average rating, 473 reviews

Romantic Private Garden Studio Near Downtown

A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.

27 Oct – 3 Nov

$253 NZD per night

Guest favourite

Guesthouse in Golden Hill

4.87 out of 5 average rating, 417 reviews

The Golden Hill mosaic "casita"

This is a boutique guesthouse that is part of a 1913 duplex which has been extensively remodeled, and yet maintains its essence in historic Golden Hill. It is a solar-powered 1-bedroom 1-bathroom featuring custom Mexican furniture, french doors, a view of the San Diego Skyline, and a private patio area. Feel the cool breeze on top of Golden hill, a centrally located up and coming neighborhood with lots of walkable destinations. The home is exquisitely decorated with custom Chilean mosaics.

7–12 Jul

$305 NZD per night

Guest favourite

Guesthouse in San Diego

4.93 out of 5 average rating, 356 reviews

Cozy Ocean Beach Casita

This cozy, clean casita is just 4 blocks to the beach, pier, great surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is only 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything you need to enjoy a San Diego getaway. It is great for solo travelers who want to be near the heart of Ocean Beach, San Diego, California.

9–16 Sep

$210 NZD per night

Guest favourite

Guesthouse in San Diego

4.97 out of 5 average rating, 283 reviews

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

6–13 Mar

$246 NZD per night

Guest favourite

Guesthouse in San Diego

4.98 out of 5 average rating, 185 reviews

North Park Garden Retreat Casita

Nestled between the urban neighborhoods of North and South Park, our sanctuary within the heart of the city is surrounded by a secret garden that gives the impression of a tropical oasis. The private casita is tucked in the backyard of the Host’s home and has french doors which open to the lush greenery of the garden. Whether vacationing, traveling for work, or looking for an ideal space for relaxation and renewal, this is the perfect place to enjoy your San Diego stay.

16–23 Oct

$215 NZD per night

Guest favourite

Guesthouse in Mission Hills

4.91 out of 5 average rating, 355 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

18–25 Oct

$251 NZD per night

Guest favourite

Guesthouse in San Diego

4.91 out of 5 average rating, 413 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

17–24 Oct

$194 NZD per night

Guest favourite

Guesthouse in San Diego

4.97 out of 5 average rating, 183 reviews

Fresh, hip and cozy private North Park guest house

Enjoy peaceful sunny San Diego days listening to the palm trees sway in this private backyard garden retreat set behind a 1925 California craftsman. The guest house is tucked away in a quiet quintessential Southern California neighborhood while only being a short and easy walk to amazing restaurants, world class breweries and cozy coffee shops. Balboa Park, the San Diego Zoo, beaches and downtown are all a few minutes drive away.

25 Dec – 1 Jan

$292 NZD per night

Guest favourite

Guesthouse in San Diego

4.97 out of 5 average rating, 190 reviews

California Cottage in North Park

Walking along side the main house into this secluded cottage, you’ll embark on your own vacay just 10 minutes from the airport. This converted separated garage is a home away from home with walking distance to University Ave with Communal Coffee for breakfast, and outdoor dinner dinning at Louisiana Purchase. If the zoo is what you desire, it is not a far walk but a little hike through the canyon is required.

6–13 Sep

$255 NZD per night

Guest favourite

Guesthouse in San Diego

4.9 out of 5 average rating, 943 reviews

Safe Hip Quiet GARDEN STUDIO / Northpark

Come to a quiet and stylish studio for social distancing. Check in contactless and enjoy! Cozy, hip and private garden studio with private entrance, private full bathroom and private deck. Studio house is in a large garden adjoining a craftsman-style house in the historic Northpark/ Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

10–17 Oct

$242 NZD per night